Obey - 6. Chapter 6 -- Obey

From Obey: Good morning, Sir. This is Wednesday, my 24th day of chastity. A frustrating, long day which began with me in the office at 6:15, meaning I had to skip my workout. I was hoping to leave early and catch up but it’s 6 pm again, like yesterday, and I’m still here. But my partner’s staying late at his office for a seminar so I may as well work. As for me keeping secrets from you – no, that’s not something I want to do. I want to be able to tell you anything I think or do and want you to tell me if its wrong or right. And you know I’m not into pain but if you needed to use it as punishment to correct my behavior, I’d do it. I used to be this open with my partner and we never kept secrets. The only reason I do now is because of sex.

From Alan: Denny, you’re naked again – I don’t know how you do that. And I doubt I could ever hurt you. I hope I couldn’t hurt anyone, though I know I’m doing that now, to my wife and daughters, and I don’t mean just with you. And if someone put me in a situation where I needed to protect someone else physically, I’m sure I could do that. But hurting you sexually is beyond my range. Besides, nudity seems your main pleasure outside abstinence, and you manipulate that yourself. All I do is watch. And you know I admire your ability to drop your defenses, and I also like the fact your chastity device is always off when you’re naked. That’s a great temptation, and you have the discipline to control yourself. I’d just grab my dick.

From Obey: Good morning, Sir, and thank you for the compliments. You’re a little naked yourself today and I’m not sure I’m comfortable with that. This is Thursday, my 25th day of chastity. And just so you know – I’m always tempted when I’m out of chastity but another reason I take off my clothes is even the loosest boxers give me friction and I can use that. Sometimes when I’m home eating dinner or watching TV, and my partner’s right next to me, I can pump my butt just the littlest bit and get myself hard. Even the thought of that can do it. I’m that weak. And I know I could get off that way because I used to see how close I could come when I was in school during boring classes. Even in high school, when I knew how much trouble I’d get into. Definitely in college, when it was easy to run back to the dorm and clean up. I know I’ve cum in public when nobody knew it and I’m sure the reason I can’t remember how many times is I did it a lot more than once. I told you, when my dick’s hard I don’t think about the consequences and these are things I should be punished for. And I know this is going to sound weird but I’ve seen some really hot pics of guys online with their cocks and balls bound and I’ve never tried that. They were amazing – their cocks almost glowed red and purple and I could picture my dick doing that. I’d like permission to send you that kind of pic.

From Alan: Sure, you can do that, but let me tell you why: First, for making you uncomfortable by dropping my guard. More, because you’ve again managed to surprise me by dropping your own guard even lower than I could imagine. Just be careful when you take the photo. Don’t leave yourself tied off for too long or you’ll get hurt.

From Obey: Good morning, Sir. This is Friday, my 26th day of chastity. I took the bound cock pic but it wasn’t as much fun as I thought. But I’m sending it to you because I shouldn’t have made you uncomfortable. I also need to tell you that I’ve also been playing with my nipples a lot, Sir, maybe too much. I’m really aware of them through my tank top or shirt and they cause the same kind of friction as my dick does against my shorts. They’ve been clamped before though never by my partner and that really hurt. But I wonder if I’m so horny now that it wouldn’t matter.

From Alan: Don’t use any kind of clamps. Like tying your dick off, that could do damage. And that picture of your dick is almost disturbing, but I understand your attraction to the colors. Personally, I’d be more interested in knowing what your face looked like while you were doing that. And I suspect the reason you didn’t like it is you had to wait longer than you thought, and it hurt, instead of giving you a rush. For the same reason, use a little lubricant on your nipples. There’s no reason to hurt yourself there. And you do realize the reason you going in this direction is because you’re so horny.

From Obey: Good morning, Sir. This is Saturday, my 27th day of chastity. I was tying my dick in the backyard so I don’t know what my face looked like. I wasn’t anywhere near a mirror. But you made me curious so I did it again last night. The light’s not so good because it’s from the porch and I didn’t want to use the flash because I was afraid it would change my expression. I took a number of pics. First, while I was tying my dick. Next, about 5 minutes later and then about 5 minutes after that. That’s how long it takes to get purple. I know you warned me about staying tied too long but the longer you wait the darker the colors. Then it starts throbbing. I was going to untie it after 10 minutes because that’s what I did the first time. But I let it go another 5 and took the last pic. By then it had started to hurt. Though it hurt even more when I untied it and the blood began to flow. I went instantly soft, which was a relief, but then I got hard again and wanted to start all over. Except I’d been out of bed too long – it was 4 am – and I was afraid if I did it again I might cum. It was that intense. Anyway, the last pic of my face is after about 15 minutes and looks disappointing and normal. I guess I got kind of numb and the calm set in. Also, the reason I was so busy last week is I was doing our annual report. Today, I got a call from my boss – at home, on a weekend – saying she wants me to present the report at our conference in Atlanta. Usually, she lets me skip these things because they’re hours of hearing about other people’s districts and my boss sums them up. That also saves the state money. This year, she wants me to go, partly so she can skip it. That means I’ll drive to Atlanta next Sunday after dinner, which gives me all Sunday night and Monday night to stay naked. I won’t go home till Tuesday, late afternoon.

From Alan: I don’t know: looking at those pictures, I can see pain in your face. Or maybe it’s the fact that you’re not smiling as usual. That’s the bigger surprise. I’m so used to that. In any case, don’t do that again. As for Atlanta: is there anything you want to do while you’re there? One thing you might consider is not taking your chastity device. I’m guessing you planned to get it from your office before you left. But why don’t you not wear it from Friday when you leave work till Wednesday morning when you get back? What’s the longest you’ve haven’t worn it recently?

From Obey: Good morning, Sir. This is Sunday, 4 full weeks of chastity. I’d have a big problem with not wearing my chastity device this deep into my horniness. You mentioned that I’m beginning to take risks but you can’t feel what it’s like to only think about cumming all day long. Even at night I dream about it. I write you once a day and it probably takes you a minute to read my notes. Then you write back and probably forget me for 24 hours. But I have this dick I need to take care of. I like that because it’s like having a great secret. But it still can go off at any time. Lately, I think I could even cum while wearing my device and I don’t know why I don’t. So being loose for 4 1/2 days might not seem like much to you. It’s not much longer than my usual weekend or even a 3 day holiday. But I haven’t cum for an entire month. And maybe you want me to cum and want that to happen while I’m in Atlanta. Maybe you thought that would happen already and you’re getting bored. But this is a great ride I’m on. I feel really alive. And I don’t want it to stop.

From Alan: I understand how much you like chastity. That’s why I’m asking you to set it aside for 4 1/2 days. Maybe you can focus on the relief of strapping yourself back in on Wednesday morning. As for me being bored: don’t even think about that. There’s a certain part of me that’s a little in love with your smile, Denny, and I look forward to seeing it every time you send a new photo.

From Obey: Good morning, Sir. This is Monday, my 29th day of chastity and you dropped your guard again. And while I like you saying you like my smile, that’s something I never expected or asked for. And I hate to come right back and say I’m not going to do something you suggested, or even ordered, though you’ve never used that term and maybe I’m trying to see if you could. Or maybe I’m trying to make you. Maybe I need you to order me to do something I’d hate just because you seem so easy going. In that way you remind me of my partner. Though obviously I can’t make him decide to have sex with me. But our playing around every night has gotten longer and longer and I wonder if he realizes that. Maybe he’s feeling the pressure too. Or maybe he likes celibacy as much as I do but can do it without restraints. Or maybe he’s jerking off to porn in his office. I don’t want to know that because I like the idea of his discipline. And I really appreciate what you said and I’ll consider the 4 1/2 days. But I wish you’d think about it again.

From Alan: I didn’t think you’d give up chastity, and I don’t want to push my authority unless I need to. But I wanted to remind you where your limits are when you think you’re being obedient. And don’t take my being a little in love with you all that seriously. You’re not about to leave your partner and your life any more than I’d leave my family and life, and we both know that.

From Obey: Good morning, Sir. This is Tuesday, my 30th day of chastity. You’re right – I’m not about to leave Henry any faster than you’d leave your wife but I am attracted to you and you know it. And I said I wanted to keep him out of this and I will but I purposely told you his name because hiding it seemed another piece of disobeying. And here’s my favorite picture of him, and yes he’s not wearing a shirt. But I’m not sending the pic because you didn’t make me give up chastity. I would have done that if you insisted. It’s again because I don’t want to keep anything from you.

From Alan: He’s a very good-looking man, and I think I want to have sex with him even more than I do with you. That’s a joke, of course, so don’t you go fantasizing about it. Let’s just say you’re both good-looking men.

(continued)